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Cayman Islands

$126+ Cheap flights from Maryland to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — GCM
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheap flight deals from Maryland to Cayman Islands

Keep the following information in mind while searching for Maryland to Cayman Islands flight deals. Data was last updated April 24, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$425
(Kiwi.com)

One-way from

$142
(Trip.com)

Popular in

December

Cheapest in

May

Average price

$701

Good round-trip deal

$488 or less

Good one-way deal

$241 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-George Town Owen Roberts Intl flights.
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From Maryland to Cayman Islands
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One-way flight from Maryland to Cayman Islands
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Highest demand for flights based on searches. 3% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Maryland to Cayman Islands.
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Price to beat on a one-way flight from Maryland to Cayman Islands.
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Find flight deals from Maryland to Cayman Islands

Cheapest flights from Maryland to Cayman Islands
Explore the most affordable flight options available from Maryland to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This American Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/245:04 amIAD - GCM
1 stop6h 56mAmerican Airlines
Thu 8/2812:45 pmGCM - IAD
1 stop10h 21mAmerican Airlines
Deal found 4/22$356
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/288:00 amBWI - GCM
1 stop9h 10mMultiple Airlines
Wed 6/411:30 amGCM - BWI
1 stop9h 45mMultiple Airlines
Deal found 4/23$425
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/73:48 pmPHL - GCM
1 stop20h 52mMultiple Airlines
Sat 6/148:50 amGCM - PHL
1 stop15h 00mMultiple Airlines
Deal found 4/23$436
This Air Canada deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/183:20 pmPHL - GCM
2 stops21h 35mAir Canada
Mon 6/2312:50 pmGCM - PHL
2 stops24h 43mAir Canada
Deal found 4/23$449
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/75:29 pmIAD - GCM
1 stop19h 11mMultiple Airlines
Sat 6/148:50 amGCM - IAD
1 stop8h 40mMultiple Airlines
Deal found 4/23$460
This Air Canada deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/252:25 pmIAD - GCM
1 stop22h 30mAir Canada
Thu 7/1712:50 pmGCM - IAD
1 stop19h 47mAir Canada
Deal found 4/21$474
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/246:00 amIAD - GCM
1 stop6h 31mDelta
Sat 8/3012:50 pmGCM - IAD
1 stop9h 25mDelta
Deal found 4/23$479
This American Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/278:21 pmBWI - GCM
1 stop15h 44mAmerican Airlines
Sat 10/43:15 pmGCM - BWI
1 stop7h 23mAmerican Airlines
Deal found 4/23$479
This United Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/512:42 pmIAD - GCM
Nonstop3h 28mUnited Airlines
Sat 7/124:15 pmGCM - IAD
Nonstop3h 23mUnited Airlines
Deal found 4/22$493
This American Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/39:05 pmPHL - GCM
1 stop15h 04mAmerican Airlines
Tue 5/62:10 pmGCM - PHL
1 stop6h 29mAmerican Airlines
Deal found 4/23$496
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/97:00 amDCA - GCM
1 stop5h 31mDelta
Sat 8/1612:50 pmGCM - DCA
1 stop9h 35mDelta
Deal found 4/24$508
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/27:00 amBWI - GCM
1 stop5h 20mDelta
Thu 6/512:35 pmGCM - BWI
1 stop7h 08mDelta
Deal found 4/23$508

Cheapflights Fare Finder

Customize your flight search to find flights from Maryland to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
Use the filters below to find and compare flights from Maryland to the Cayman Islands that are best for you.

Fly from

Maryland

Fly to

Cayman Islands

Route

Depart

Return

Price

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sun 8/24

5:04 am-11:00 am

1 stop6h 56m

George Town Owen Roberts Intl

Thu 8/28

12:45 pm-12:06 am

1 stop10h 21m

$356

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Wed 5/28

8:00 am-4:10 pm

1 stop9h 10m

George Town Owen Roberts Intl

Wed 6/4

11:30 am-10:15 pm

1 stop9h 45m

$425

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sat 6/7

3:48 pm-11:40 am

1 stop20h 52m

George Town Owen Roberts Intl

Sat 6/14

8:50 am-12:50 am

1 stop15h 00m

$436

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Wed 6/18

3:20 pm-11:55 am

2 stops21h 35m

George Town Owen Roberts Intl

Mon 6/23

12:50 pm-2:33 pm

2 stops24h 43m

$449

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 6/7

5:29 pm-11:40 am

1 stop19h 11m

George Town Owen Roberts Intl

Sat 6/14

8:50 am-6:30 pm

1 stop8h 40m

$460

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Wed 6/25

2:25 pm-11:55 am

1 stop22h 30m

George Town Owen Roberts Intl

Thu 7/17

12:50 pm-9:37 am

1 stop19h 47m

$474

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sun 8/24

6:00 am-11:31 am

1 stop6h 31m

George Town Owen Roberts Intl

Sat 8/30

12:50 pm-11:15 pm

1 stop9h 25m

$479

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Sat 9/27

8:21 pm-11:05 am

1 stop15h 44m

George Town Owen Roberts Intl

Sat 10/4

3:15 pm-11:38 pm

1 stop7h 23m

$479

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 7/5

12:42 pm-3:10 pm

Nonstop3h 28m

George Town Owen Roberts Intl

Sat 7/12

4:15 pm-8:38 pm

Nonstop3h 23m

$493

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sat 5/3

9:05 pm-11:09 am

1 stop15h 04m

George Town Owen Roberts Intl

Tue 5/6

2:10 pm-9:39 pm

1 stop6h 29m

$496

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 43 results
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Best time to book a flight from Maryland to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Maryland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Maryland to the Cayman Islands

What is the cheapest month to book a flight from Maryland to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $467). Flying from Maryland to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MD to KY?

Find hourly flight availability from Maryland to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

When flying from Maryland to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated April 24, 2025.
Read reviews from past customers who have flown Southwest, Delta and United Airlines from Maryland to Cayman Islands. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,920 reviews
Southwest
8.0
Very good
4,287 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,685 reviews
Southwest
8.0
Very good
4,287 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
WestJet
7.2
Good
2,816 reviews
Southwest
8.0
Very good
4,287 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Maryland to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Maryland to Cayman Islands one-way?

    $154 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $173 and $197, respectively.

  • Can I find deals for flights from Maryland to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Maryland to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Maryland to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Maryland to Cayman Islands.

  • Can I find deals for business class flights from Maryland to Cayman Islands?

    Yes. Cheapflights offers flight deals from Maryland to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Maryland to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $467). Flying from Maryland to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Maryland to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Maryland to Cayman Islands

Discover the top 4 airlines that operate flights from Maryland to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$456Average$580FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$457Average$576FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$493Average$526FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$517Average$747FlexibilityNo cancel feeOn-time63%

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